Oldsmar Vacation Rentals

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Our top choices for Oldsmar vacation rentals

Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa
4.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (755 reviews)
"Very nice place "
United States
Mark
The price is CA $156
CA $176 total
includes taxes & fees
May 3 - May 4
Mint House St. Petersburg Downtown by Kasa

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (4,988 reviews)
"Great place! "
United States
Yanarys
The price is CA $208
CA $261 total
includes taxes & fees
May 3 - May 4
Sailport Waterfront Suites

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (709 reviews)
"Overall a nice place to stay"
Canada
Jerome
The price is CA $176
CA $251 total
includes taxes & fees
Apr 21 - Apr 22
Beso Del Sol Resort

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,528 reviews)
"Spacious rooms, clean, beautiful beach, nice pool. Great having a cafe and tiki bar available."
United States
Kimberly Sue
The price is CA $337
CA $420 total
includes taxes & fees
Apr 26 - Apr 27
Sunset Vistas Two Bedroom Beachfront Suites

3 Mi to Botanical Gardens: Sun-kissed Largo Escape

3 Mi to Botanical Gardens: Sun-kissed Largo Escape
3.0 star property
Largo
9.0 out of 10, Wonderful, (6 reviews)
"Everything. The space was great for my family of 5! The pool area was nice and the use of a grill, washer and dryer made our trip even more enjoyable. Will definitely rent again when we come back down from Maine."
United States
Krystal
3 Mi to Botanical Gardens: Sun-kissed Largo Escape

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (965 reviews)
"By far one of the best stays I have ever had! Staff was amazing and the property really thought of everything! Amenities are excellent, location is on point and comfort was everywhere! Spacious suites for larger families. Super clean area and rooms. "
United States
Lacy
The price is CA $295
CA $354 total
includes taxes & fees
May 4 - May 5
The Fold Hotels Indian Shores

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (321 reviews)
"Love the food and shopping options."
United States
Ann
The price is CA $225
CA $276 total
includes taxes & fees
Apr 14 - Apr 15
John's Pass Hotel

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (109 reviews)
"Everything about this resort was perfect! Can't wait to go back!"
United States
Rocco
The price is CA $264
CA $430 total
includes taxes & fees
Apr 7 - Apr 8
Voyager Beach Club

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,153 reviews)
"Beautiful clean rooms , beautiful view "
United States
Misty
The price is CA $286
CA $371 total
includes taxes & fees
May 4 - May 5
FUSION Resort Waterfront Suites

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (862 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
The price is CA $400
CA $732 total
includes taxes & fees
May 3 - May 4
Surf Beach Treasure Island Resort

Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (700 reviews)
"Absolutely PERFECT! "
United States
Debra
The price is CA $233
CA $466 total
includes taxes & fees
Apr 26 - Apr 27
Westwinds Waterfront Resort

Swann Ave Suite Walk to Bayshore Hyde Park

Swann Ave Suite Walk to Bayshore Hyde Park
2.0 star property
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Very cozy, well appointed and conveniently located "
United States
Heather
Swann Ave Suite Walk to Bayshore Hyde Park

The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (67 reviews)
"👍"
Germany
Andrea
The price is CA $213
CA $519 total
includes taxes & fees
Apr 7 - Apr 8
The Adaline

St Conrad Bungalow House

St Conrad Bungalow House
2.0 star property
MacFarlane Park
The price is CA $87
CA $267 total
includes taxes & fees
Apr 8 - Apr 9
St Conrad Bungalow House

Ocean View: Top-floor Sunset Vistas Condo!

Ocean View: Top-floor Sunset Vistas Condo!
4.0 star property
Sunshine Beach
The price is CA $389
CA $806 total
includes taxes & fees
Apr 14 - Apr 15
Ocean View: Top-floor Sunset Vistas Condo!

St. Pete Family Bungalow & Private Oasis

St. Pete Family Bungalow & Private Oasis
4.0 star property
St. Petersburg
10.0 out of 10, Exceptional, (2 reviews)
"Warm and cozy meets convenience and fun! Perfect place to stay for our little family! "
United States
Lindsey
The price is CA $262
CA $710 total
includes taxes & fees
Apr 8 - Apr 9
St. Pete Family Bungalow & Private Oasis

Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,374 reviews)
"Great location, clean and comfortable unit. Great pool and hot tub👍"
United States
Susan
The price is CA $268
CA $327 total
includes taxes & fees
May 4 - May 5
Crystal Palms Beach Resort

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (625 reviews)
"Great View, Clean Rooms. Would stay again"
Canada
Connor
The price is CA $337
CA $412 total
includes taxes & fees
Apr 26 - Apr 27
Provident Oceana Beachfront Suites

Swann Avenue Central Tampa Homes

Swann Avenue Central Tampa Homes
2.0 star property
SoHo
The price is CA $82
CA $356 total
includes taxes & fees
Apr 13 - Apr 14
Swann Avenue Central Tampa Homes

The BC Resort on the Water

The BC Resort on the Water
4.0 star property
St. Petersburg
7.4 out of 10, Good, (16 reviews)
"Great location, great price, great customer service"
United States
Charles
The price is CA $192
CA $445 total
includes taxes & fees
May 4 - May 5
The BC Resort on the Water
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oldsmar Hotel Reviews

Find out more about Oldsmar

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oldsmar. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Oldsmar?

Yes, we have vacation rentals where you'll be just 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, giving you a secluded option to escape the hustle and bustle. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafes during your trip.

What are some of the best vacation home rentals in Oldsmar?

The Gemma by Brightwild: You might want to consider this vacation home rental near Oldsmar, which is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Oldsmar?

Expedia has 9 vacation rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Explore the area and family-friendly sights such as Busch Gardens Tampa Bay, or get out into nature at a spot like Tampa Bay. In the larger area, you’ll find popular places like Port of Tampa and Raymond James Stadium.

What are vacation rentals like in Oldsmar?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Oldsmar. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.